Guesthouse vacation rentals in La Mesa

Two red Adirondack chairs are positioned under a covered patio, facing a serene backyard with a pool. Lush greenery surrounds the area, creating a tranquil atmosphere. A BBQ room and various seating arrangements are visible beyond the pool, enhancing the outdoor retreat experience.

4.99 out of 5 average rating, 153 reviews

Private 1 BR Paradise retreat

Private, yet central. It is your exclusive paradise retreat to enjoy from your spacious 1 bedroom guest house located on the lower level of our home. Hang out in the expansive and private backyard with pool, different sitting areas and covered BBQ room. Or maybe a workout in the gym. Centrally located in the Village of La mesa. Just a 1/4 mile jaunt into the quaint village with its numerous assortments of dining options, stores and trolley station. Freeway close to beaches, downtown and airport

An open layout studio is presented, featuring a cozy seating area with a grey couch and a rustic wooden coffee table. A dining space with a round table and chairs is visible. The kitchen area, equipped with modern appliances, is complemented by a ceiling fan with decorative light fixtures.

4.98 out of 5 average rating, 121 reviews

NEW construction - Studio by Village of La Mesa

New studio - Attached Dwelling Unit (ADU) with a private entrance. Walking distance to the Village of La Mesa which has several restaurants, shops and a Vons. Very close to SDSU and quick access to multiple freeways that take you to beaches, mountains, SD Zoo, the nightlife in downtown SD (8, 94, 125). Access to shared laundry room, 2 parking spaces and its own outdoor area. AC & heat. WiFi. Netflix, Hulu with live TV, Apple TV, Disney +, Prime Video and HBO Max. Crib and high chair upon request

The exterior of a historic stone cottage showcases a rounded structure with large, circular windows. Native plants and decorative rocks surround the entrance, highlighting the natural landscape. The name 'Anna' is displayed on a rustic wooden sign, further enhancing the cottage's character.

4.9 out of 5 average rating, 429 reviews

Anna's Historic Stone Cottage w/panoramic View!

Welcome to Anna's Historic Stone Cottage! The 110 year old cottage has been transformed into the perfect combination of romantic and rustic for a dream-worthy getaway. The 280sq ft cottage features stunning, panoramic views of the San Diego skyline while offering rooftop seating for sunrise and sunset viewing. The Cottage is conveniently located 20 minutes from the world famous San Diego zoo and most other must-see, tourist spots. Amenities for special occasions offered too. Check out our menu!

A bright living area is visible, featuring a mix of modern furnishings including a cozy sofa, a smart TV, and a circular dining table with wooden chairs. Large windows allow natural light to fill the space, highlighting the warm wooden flooring and inviting decor.

4.97 out of 5 average rating, 102 reviews

East Watch- a private getaway

East Watch is a 740 sq ft, 1 bedroom private retreat that provides the comforts and amenities of home with the style of a high-end hotel. All 5 to 15 min from shopping, downtown, and the beach. It's a short walk from Mt. Helix Park which offers a 360* view, weekday yoga, and stunning sunrises and sunsets. We have EV high speed car charging, a full kitchen with all appliances, workspace with dedicated fast WIFI, a spa shower, and super comfortable beds and pillows. Stay and let us charm you!

The exterior of a two-story guesthouse is showcased, featuring a combination of wood paneling and painted walls. A bright white door and two small windows add contrast. The area is complemented by a compact patio set with two chairs and a table on a stone surface.

4.94 out of 5 average rating, 263 reviews

Fig Tree Bungalow

Enjoy your stay in San Diego in this newly renovated guesthouse. Centrally located about a mile from Hwy 8, Hwy 125, and the Grossmont Trolley Station & Transit Center. Only a 15-20 minute drive to downtown, the airport, the beaches, and most of San Diego's other popular tourist attractions. This cozy, two-story, detached unit is located behind my home, and has its own private entrance and partitioned yard for your enjoyment. There's plenty of street parking directly in front of the house.

A quaint wooden counter is displayed, featuring a vintage cash register and an old-fashioned gramophone. Behind the counter, shelves are filled with various antique items and collectibles, creating a nostalgic atmosphere. A wooden chair sits invitingly in front of the counter.

4.93 out of 5 average rating, 174 reviews

Granny Flat with Bedroom/Bathroom/Kitchen

My place is family friendly, close to comic con, , restaurants and dining, , the beach, , family-friendly activities , public transportation (trolley). You’ll love my place because of the peace and quiet. It's very quiet and private. PLEASE DO NOT BOOK IF YOU ARE PLANNING ON PARTYING. THIS IS NOT APPROPRIATE FOR MORE THAN 2 PEOPLE. There is a private entrance that you may use once you meet us.. We like to meet all our guests first and then you may come and go as needed. NO SMOKING NO PETS

A private deck is shown, featuring a red umbrella over a round table with four chairs. The entrance to the guest house is framed by glass doors and accompanied by a vibrant red door. Lush greenery and flowerbeds enhance the outdoor space.

4.99 out of 5 average rating, 216 reviews

Stunning Guest House 15 min. from Zoo, Downtown

Stunning guest house that's 15 minutes to San Diego Zoo + downtown San Diego. The cottage is decorated with mid-century and one-of-a kind furniture in a comfy living space overlooking a gorgeous garden. Enjoy the the garden on your private deck, watch TV while relaxing in the handcrafted Nicaraguan rocker or 1950s Danish slipper chair. The cottage also has a comfy queen-sized bed and a full kitchen that's stocked with what you'd need. Oh, and all guests arrive to a homemade loaf of bread.

A spacious living area is presented with a gray sectional sofa adorned with colorful throw pillows. A round coffee table sits on a textured area rug. The kitchen features modern fixtures, while natural light fills the room through windows with a view of the patio.

4.96 out of 5 average rating, 211 reviews

Cozy Coop with a View

This house is perfect for a private get away. There is a patio bar & a large picture frame window that commands the best views in the area. Sit & enjoy the large patio right off the entryway to the house. I have been told our home used to be a chicken coop in the 50-60's. It is far different now, we just finished a complete remodel. Everything is updated, upgraded & ready for you. Being on the top of the hill you get the nice views, but sounds carries as well, please respect the neighbors.

A cozy living area features a sectional sofa and wooden coffee table, complemented by a television mounted on the wall. Several light sources illuminate the space, including a ceiling fan. Decorative wall art adds a personal touch, while windows allow natural light to brighten the room.

4.99 out of 5 average rating, 335 reviews

SDCannaBnB #1 *420 *parking *dog-friendly *hot tub

Welcome to SDCannaBnB - San Diego's premier cannabis-friendly rental! Our casita is newly remodeled with luxury ammenities. We proudly cater to the cannabis community and non-users alike. Our casita has HEPA air purifiers, is fully ventilated and receives deep cleanings between each guest. This ensures that every guest checks into a clean, fresh-smelling place that feels like home. Our casita is located in our quiet, fully fenced in backyard, close to San Diego's attractions

A charming exterior of a white house is framed by vibrant green plants and orange flowers. A stone pathway leads to an inviting front door, flanked by decorative lanterns. A small dog stands on the path, adding a sense of welcoming to the scene.

4.98 out of 5 average rating, 103 reviews

Mt. Helix Casita private petite home

This cozy, quiet retreat (5 min. from the quaint main street of downtown La Mesa) used to be a doll factory. Drink your morning ritual on our deck amongst the trees. 15 min. from downtown and SAN airport. 10 minutes from SDSU. 25 minutes to La Jolla/ beaches and most San Diego colleges and attractions like Birch Aquarium. 15 minutes from Balboa Park museums. Hike Mission trails-15 min. from trailheads. Take a walk up scenic Mt Helix and enjoy the vistas. Flora and fauna abound.

A modern loft space features warm wood flooring and a plush area rug. A gray sofa faces a sleek entertainment center. A desk and stool are situated by a window, offering views of the surrounding landscape. Natural light fills the room through large windows.

4.94 out of 5 average rating, 215 reviews

Mountain top view getaway loft

This loft is completely sound proof! VIEWS, VIEWS, VIEWS!! Do not miss this stunning contemporary loft, located in the highly desired Mt. Helix community. The guest house faces west, giving you phenomenal 270-degree views of the ocean, Downtown, Point Loma, Coronado islands, Coronado bridge, and more! Designed and built by an acclaimed San Diego home designer, this property was featured in Dream Homes Magazine and is well known for its incredible design and construction.

A vibrant sunset casts shades of orange and pink across the sky, viewed from a residential street. Palm fronds frame the scene, while neighboring homes and trees are softly silhouetted against the colorful backdrop.

4.94 out of 5 average rating, 179 reviews

San Diego Newly Built Private Guesthouse (Sleep 4)

Newly built one-bedroom private guesthouse w/view of Cowles Mountain and separate street entrance. Living room has queen futon. A 50" smart TV with YouTube TV. Free high-speed Wi-Fi. Kitchen with refrigerator, stove, oven, microwave, dishwasher, toaster, and Keurig coffee machine. Bedroom has queen bed and 40" smart TV. Bathroom has large shower and electronic bidet. Washer/dryer. Allow small pets up to 35 lbs. for $20 fee.

Popular amenities for La Mesa guesthouse rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guest house rentals

4.95 out of 5 average rating, 134 reviews

A bright living area features a cozy sofa paired with a stylish coffee table, surrounded by large windows that allow natural light. A round mirror hangs above the seating, while indoor plants add a touch of greenery, creating a serene atmosphere.

Guesthouse in Poway

Charming Guest House in Poway - Kid friendly

4.99 out of 5 average rating, 182 reviews

A bright living area is characterized by large windows that invite natural light and provide views of greenery outside. A wall-mounted TV is positioned opposite a comfortable sofa, while a colorful dining chair adds a playful touch to the space.

Guesthouse in Del Cerro

The Happy Family * 2 playhouses near SDSU!

4.9 out of 5 average rating, 220 reviews

A vibrant wall art piece features two alpacas, one with a light-colored fleece and the other with dark fur. They are depicted against a backdrop of green foliage, adding a touch of nature and whimsy to the space.

Guesthouse in San Diego

Cosy quiet Guesthouse near SDSU

4.97 out of 5 average rating, 193 reviews

An open concept studio loft is depicted, featuring a light-filled living space. A comfortable sofa is positioned in the foreground, with a sliding barn door leading to a kitchenette and laundry area. Natural light streams through a large window, brightening the entire room.

Guesthouse in El Cajon

Mt Helix Studio Loft with Mountain Views

4.9 out of 5 average rating, 105 reviews

A spacious private patio features a tiled floor and comfortable seating around a square table. Potted cacti adorn the edges, while the sunset casts a vibrant pink and purple hue over the surrounding hills and valleys, creating a serene backdrop.

Guesthouse in El Cajon

Hilltop Casita Mount Helix

Guesthouse in Spring Valley

A large, inviting swimming pool features a curved design with clear blue water. Stone accents outline the pool, and a jacuzzi is positioned nearby. Lush greenery and rock formations enhance the space, while lounge seating is arranged on the surrounding patio.

4.88 out of 5 average rating, 216 reviews

San Diego family bungalow!

4.87 out of 5 average rating, 193 reviews

A modern kitchenette is equipped with gray cabinetry and a sink. Appliances include a microwave, coffee maker, and mini-refrigerator. Natural light enters through two windows, illuminating the space. A comfortable sofa is positioned nearby, enhancing the multifunctional living area.

Guesthouse in Del Cerro

Studio w/private entrance by SDSU

Guesthouse in Spring Valley

A comfortable living area features a beige couch adorned with textured throw pillows. A small dining table is set nearby, reflecting natural light from the window. The kitchen area is visible in the background, equipped with modern appliances and minimalist decor.

4.84 out of 5 average rating, 197 reviews

Beautiful detached house

Guest house rentals with a patio

4.97 out of 5 average rating, 110 reviews

Guesthouse in Bonita

Adorable 1- bedroom guesthouse/Casita

4.97 out of 5 average rating, 187 reviews

A light-filled living area features two comfortable sofas facing a modern entertainment unit. A large screen television is mounted on the wall. Sunlight streams through windows, illuminating decorative plants and a neutral-colored coffee table, enhancing the serene ambiance.

Guesthouse in La Jolla

Free Bikes. 5 min walk to Windensea Beach La Jolla

4.95 out of 5 average rating, 111 reviews

Guesthouse in Bay Ho

Adorable 1 bedroom house 8 min from La Jolla

4.96 out of 5 average rating, 148 reviews

A private patio area is presented with a round dining table and four chairs, shaded by a large umbrella. Lush greenery surrounds the space, and sunlight filters through, creating a serene outdoor setting ideal for relaxation or dining.

Guesthouse in San Diego

SDSU Central Cozy Casita | Fast WiFi | Walkable

Guesthouse in National City

An outdoor seating area features a covered gazebo with warm lighting, creating a welcoming ambiance. Surrounding the space are well-maintained grassy areas and neatly arranged stone pathways. Palm trees add a tropical touch against a backdrop of evening clouds and distant city lights.

4.95 out of 5 average rating, 215 reviews

Trendy 1 BR Guesthouse. Great views, no chores.

4.89 out of 5 average rating, 255 reviews

The studio features a cozy sleeping area with a stylish four-poster bed dressed in crisp linens. A comfortable seating area is adjacent, complete with plush cushions and a small side table. Natural light filters through the window, highlighting the serene atmosphere.

Guesthouse in San Diego

Central studio w/ private outdoor space & parking

An open living area is shown with a cozy sofa adorned with decorative pillows. A spacious bed with neutral bedding occupies one corner, while a wooden desk and chair are positioned nearby. A ceiling fan and wall-mounted air conditioning unit provide comfort.

4.96 out of 5 average rating, 131 reviews

Violet Oasis | hot tub, kitchen, dog friendly!

4.93 out of 5 average rating, 132 reviews

A private yard is illuminated with string lights, highlighting the artificial grass area. A patio extends from the back of the suite, with a white fence enclosing the space. The contrasting dark sky adds depth to the peaceful outdoor setting.

Guesthouse in Mira Mesa

Easter Break Special Cozy Stay for Family & Pets

Guest house rentals with a washer and dryer

4.98 out of 5 average rating, 224 reviews

The beautifully illuminated pool area features a saltwater pool and hot tub under a starry sky. Lush tropical plants surround the space, enhancing the ambiance. A bottle of champagne and flutes are ready for celebration, while cozy seating is visible in the background.

Guesthouse in Talmadge

Lovely Guesthouse in garden setting

Guesthouse in Lemon Grove

A modern living area features a large flat-screen TV mounted on a sleek white media console, complemented by wooden accents. One wall is adorned with vibrant green faux grass, while exposed wooden beams add character to the ceiling. A rustic door leads to another room.

4.88 out of 5 average rating, 252 reviews

"Glam Farmhouse dream cottage"🏠🌠

Guesthouse in Golden Hill

A bright bedroom is furnished with a gold metal bed, adorned with white linens and decorative pillows. Large windows allow natural light to fill the room, and a green plant adds a touch of nature. A comfortable chair and a small bedside table complete the decor.

4.94 out of 5 average rating, 409 reviews

*BEAUTIFUL* Sunny Home in Golden Hill

Guesthouse in Pacific Beach

The open living area features a modern dining table with four white chairs, accompanied by a small black side table. Light wood tile flooring creates a warm atmosphere. Large windows provide natural light and a view of the outdoors, while soft curtains frame the space.

4.98 out of 5 average rating, 331 reviews

Charming Modern Apartment with private terrace

4.97 out of 5 average rating, 197 reviews

Guesthouse in Hillcrest

Luxury Studio W/ Garden View in Heart of Hilcrest

4.88 out of 5 average rating, 156 reviews

A vibrant sunset sky is displayed, with hues of orange, pink, and purple. Silhouetted palm leaves frame the scene, and a view of the surrounding landscape is visible through a wrought iron fence, adding depth to the setting.

Guesthouse in Encanto

Secluded San Diego Oasis with hilltop views

Guesthouse in Pacific Beach

A cozy living area features a leather sectional sofa adorned with blue and white cushions, complemented by a light wooden coffee table. A smooth media console holds a television displaying ocean imagery. Natural light floods in through large windows, highlighting the tastefully arranged shelves with decorative items.

4.96 out of 5 average rating, 296 reviews

Cozy Beach Cottage 5 Blocks to the Ocean w/AC!